Abstract

ESIPT based benzimidazole derivative probe 1 with electron withdrawing group has been synthesized and investigated their photophysical behavior towards various anions. The probe 1 has been used for selective estimation of CN− and signaled the binding event through formation of new absorption band at 380nm and emission band at 430nm with CN−. The addition of various metal ions to probe 1 in aqueous system showed selectivity towards Cu2+ and Hg2+ ions as compared to other metal ions, and signal the binding event through formation of new absorption band at 375nm and decrease in absorption intensity respectively. Thus, probe 1 act as chemosensor for CN− ions which restricts the ESIPT emission at 485nm due to H-bonding interactions between OH to nitrogen of benzimidazole moiety to release its enol emission. The chemical inputs of CN− and Cu2+ ions to probe 1 mimicked a sequence dependent operation of an exclusive-OR (XOR) logic gate. The binding behavior of probe 1 towards CN− and Cu2+ has also been confirmed through DFT calculations.

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